1.0 2010-04-08 22:11:32 UTC 2025-11-19 00:50:44 UTC FDB014916 (1S,4S)-Dihydrocarvone Dihydrocarvone, also known as menth-8-en-2-one, belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. p-Menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m-menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes in plants is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids (PMID: 7640522). Dihydrocarvone is an essentially neutral compound. It has a warm herbal, minty taste with a spicy, minty, woody, camphoreous flavour ( http://www.thegoodscentscompany.com/data/rw1031221.html#toorgano). Dihydrocarvone is found in highest concentrations in spearmints, caraway, and wild celeries and was detected celery stalks, dills, pepper (spice), and peppermints. This could make dihydrocarvone a potential biomarker for the consumption of these foods. (-)-Dihydrocarvone (-)-trans-Dihydrocarvone 1S,4S-Dihydrocarvone C10H16O 152.2334 152.120115134 (2S,5S)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one (-)-dihydrocarvone 6909-25-7 C[C@H]1CC[C@@H](CC1=O)C(C)=C InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1 AZOCECCLWFDTAP-IUCAKERBSA-N belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Menthane monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homomonocyclic compounds Cyclic ketones Hydrocarbon derivatives Monocyclic monoterpenoids Organic oxides Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Hydrocarbon derivative Ketone Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Menthane monoterpenoids Menthane monoterpenoids dihydrocarvone logp 2.39 ALOGPS logs -2.43 ALOGPS solubility 5.61e-01 g/l ALOGPS logp 2.7 ChemAxon pka_strongest_basic -7.4 ChemAxon iupac (2S,5S)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one ChemAxon average_mass 152.2334 ChemAxon mono_mass 152.120115134 ChemAxon smiles C[C@H]1CC[C@@H](CC1=O)C(C)=C ChemAxon formula C10H16O ChemAxon inchi InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)10(11)6-9/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1 ChemAxon inchikey AZOCECCLWFDTAP-IUCAKERBSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 46.3 ChemAxon polarizability 18.27 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22564 Specdb::CMs 131701 Specdb::CMs 139435 Specdb::MsIr 7084 Specdb::MsIr 7085 Specdb::MsMs 44169 Specdb::MsMs 44170 Specdb::MsMs 44171 Specdb::MsMs 117582 Specdb::MsMs 117583 Specdb::MsMs 117584 Specdb::MsMs 2684499 Specdb::MsMs 2684500 Specdb::MsMs 2684501 Specdb::MsMs 3024240 Specdb::MsMs 3024241 Specdb::MsMs 3024242 HMDB36080 168 #<Reference:0x000055ce315e9fc0> Caraway Type 1 specific Carum carvi 48032 Dill Type 1 specific Anethum graveolens 40922 Herbs and Spices Unknown generic Mentha Type 1 specific Mentha 21819 Spearmint Type 1 specific Mentha spicata 29719